Best Looking Bosses in Cuphead

This list is about the amazing designs of the bosses found in Cuphead, rather than the actual bosses themselves.

The Top Ten

1 Phantom Express Phantom Express

In the trailer, this was the fight that made me want to buy the game. I mean, fighting skeletons on a train is too cool to avoid. I found it a nice surprise when I realised that I also had to fight the train, which looks like some weird, demented horse when it runs. - kempokid

I like trains

His aesthetics! His beauty! Simply astounding! I shalt anon sing!

(╭ರ - •́)/ 🎙️


At which hour I see thy visage
there is naught that I would change
'cause thou're most wondrous
The manner thou art
And at which hour thou smile
The whole world ceases and stares for a while
'Cause sir thou're most wondrous
The manner thou art

(╭ರ 0 •́)/ 🎙️

2 Cala Maria Cala Maria

I found it to be an interesting choice to turn this boss into a big, scary medusa lady. All of the attacks being based on random fish is also cool and a great implementation of the water setting. - kempokid

I love her second phase, again, water characters.

Uh oh, I just found this Rule 34 on TheTopTens.

I hate people doing cringey fan bases of her. They keep trying to make it look sexy for reason and not realising there actually ruining it! ):(

V 3 Comments
3 Djimmi The Great Djimmi The Great

This guy is definitely one of the most diverse in terms of look. I found it extremely funny when he came out of the sarcophagus as a weird blob thing, and the puppet phase was very clever. - kempokid

Just like a genie! HAHAAHA!

4 Sally Stageplay Sally Stageplay

While the actual fight is easy, the different phases and the fact that everything is made to seem as if you are just part of the play make it a unique experience. Also, bonus points for the Kefka reference. - kempokid

I can see a lot of creativity put to good use in this boss fight. It reminds me of a dream I once had.

5 Dr Kahl's Robot Dr Kahl's Robot

Everything about the look of this guy screams epic. While nowhere near as weird and wonderful as many other bosses, the sheer awesomeness of this encounter makes me put it so high. - kempokid

Got to love the entirety of the personified homage to the titular Iron Giant itself. That's about enough said. - ModernSpongeBobSucks

That's something else that's really cool about it, I just forgot to mention it - kempokid

6 Hilda Berg Hilda Berg

I was not expecting this boss to become various zodiac signs. That said, the boss looks bad ass, with various creative forms and eventually a giant clockwork moon, everything comes together quite nicely in this fight. - kempokid

Visually stuning.


7 Beppi The Clown Beppi The Clown

The whole weird jester look he has is really cool. The way he transforms from phase to phase to match what is happening is very creative and works well in the fight - kempokid

8 The Devil The Devil

When he became a giant head at the end of his first phase, my jaw dropped. His art style looked so different as he became a giant head. The first phase was also interesting to see him turn into various animals. - kempokid

9 King Dice
10 Cagney Carnation Cagney Carnation

A giant dancing creepy flower, well then. I love how this boss looks, and how they go for the creepy flower approach. The second phase makes him look really cool, as he sets his thorns all across the ground. His death animation surprised me a lot as well, he has no eyeballs. The one thing that I don't like is that I saw a meme of Mr Burns, but his face was replaced by this guy's face, it has been ruined for me forever. - kempokid

One of my favorite level designs, and best music

That dance

The Contenders

11 Grim Matchstick Grim Matchstick
12 Werner Werman Werner Werman
13 Wally Warbles Wally Warbles

First of all, you are fighting a bird that lives inside a cuckoo clock, that's automatically funny. The boss then takes it up a notch by introducing this terrifying alien bird thing. The final phase is the one that takes the cake though, as you fight the bird as it is being carried on a stretcher, which is hilarious. - kempokid

And the moment when after you defeat the boss, the two birds carrying him then proceed to cook him up and eat him. Wow, cannibalism in cartoons has never been more grimly humorous. - ModernSpongeBobSucks

14 Rumor Honeybottoms Rumor Honeybottoms
15 Goopy Le Grande Goopy Le Grande
16 Baroness Von Bon Bon Baroness Von Bon Bon

Bittersweet and sassy. She should be on Big Brother.

17 The Root Pack
18 Ribby and Croaks Ribby and Croaks
19 Captain Brineybeard Captain Brineybeard
20 The Acorn Machine

I know this isn't a boss but it's a miniboss so I should count. Mostly all the drawings I make are related to metal. I think I just started a new fandom.

21 The Tuba from Funhouse Frazzle

He's technically not a boss, but he's a mini-boss. A colorful tuba with a handsome face! Aesthetically pleasing I say! (╭ರ u •́)

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Related Lists

Top 10 Best Cuphead Bosses Hardest Cuphead Bosses Top 10 Best Cuphead Bosses Top Ten Most Creative Cuphead Bosses Top Ten Hardest Cuphead Bosses

List Stats

21 listings
1 year, 54 days old

Top Remixes

1. Hilda Berg
2. Beppi The Clown
3. Dr Kahl's Robot
1. Cala Maria
2. King Dice
3. Phantom Express
1. Grim Matchstick
2. Cala Maria
3. Cagney Carnation


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